Synthesis of 2H-pyrroles via iron catalyzed dehydrogenative coupling and C-C bond cleavage

被引:11
作者
Cui, Suya [1 ]
Wu, Xiaoyun [1 ]
Ma, Wei [1 ]
Tang, Weijun [1 ]
Sun, Huaming [1 ]
Xiao, Jianliang [2 ]
Xue, Dong [1 ]
Wang, Chao [1 ]
机构
[1] Shaanxi Normal Univ, Sch Chem & Chem Engn, Minist Educ, Key Lab Appl Surface & Colloid Chem, Xian 710119, Peoples R China
[2] Univ Liverpool, Dept Chem, Liverpool L69 7ZD, England
来源
GREEN SYNTHESIS AND CATALYSIS | 2021年 / 2卷 / 03期
基金
中国国家自然科学基金;
关键词
Iron catalysis; Dehydrogenation; Coupling; C -C bond cleavage; N; -heterocycle; ASYMMETRIC HYDROGENATION; ALCOHOLS; IMINES; REARRANGEMENT; TITANOCENE; ACCESS;
D O I
10.1016/j.gresc.2021.04.007
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Iron catalyzed coupling of fl-amino alcohols with allylic alcohols for the synthesis of 3,4-dihydro-2H-pyrrole derivatives has been developed. Mechanistic studies suggest that the reaction involves iron catalyzed dehydro-genative coupling and C-C bond cleavage processes.
引用
收藏
页码:307 / 310
页数:4
相关论文
共 49 条
  • [1] Hydride Transfer Reactions Catalyzed by Cobalt Complexes
    Ai, Wenying
    Zhong, Rui
    Liu, Xufang
    Liu, Qiang
    [J]. CHEMICAL REVIEWS, 2019, 119 (04) : 2876 - 2953
  • [2] First-Row Transition Metal (De)Hydrogenation Catalysis Based On Functional Pincer Ligands
    Alig, Lukas
    Fritz, Maximilian
    Schneider, Sven
    [J]. CHEMICAL REVIEWS, 2019, 119 (04) : 2681 - 2751
  • [3] Discovery of a Novel Pyrrole Derivative 1-[5-(2-Fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrol-3-yl]-N-methylmethanamine Fumarate (TAK-438) as a Potassium-Competitive Acid Blocker (P-CAB)
    Arikawa, Yasuyoshi
    Nishida, Haruyulci
    Kurasawa, Osamu
    Hasuoka, Atsushi
    Hirase, Keizo
    Inatomi, Nobuhiro
    Hori, Yasunobu
    Matsukawa, Jun
    Imanishi, Akio
    Kondo, Mitsuyo
    Tarui, Naoki
    Hamada, Teruki
    Takagi, Terufumi
    Takeuchi, Toshiyuki
    Kajino, Masahiro
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2012, 55 (09) : 4446 - 4456
  • [4] Reversible catalytic dehydrogenation of alcohols for energy storage
    Bonitatibus, Peter J., Jr.
    Chakraborty, Sumit
    Doherty, Mark D.
    Siclovan, Oltea
    Jones, William D.
    Soloveichik, Grigorii L.
    [J]. PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2015, 112 (06) : 1687 - 1692
  • [5] Late transition metal catalyzed intramolecular hydroamination: The effect of ligand and substrate structure
    Burling, Suzanne
    Field, Leslie D.
    Messerle, Barbara A.
    Rumble, Sarah L.
    [J]. ORGANOMETALLICS, 2007, 26 (17) : 4335 - 4343
  • [6] N-cyclopropylimine-1-pyrroline rearrangement.: A novel photochemical reaction
    Campos, PJ
    Soldevilla, A
    Sampedro, D
    Rodríguez, MA
    [J]. ORGANIC LETTERS, 2001, 3 (25) : 4087 - 4089
  • [7] Well-Defined Iron Catalysts for the Acceptor less Reversible Dehydrogenation-Hydrogenation of Alcohols and Ketones
    Chakraborty, Sumit
    Lagaditis, Paraskevi O.
    Foerster, Moritz
    Bielinski, Elizabeth A.
    Hazari, Nilay
    Holthausen, Max C.
    Jones, William D.
    Schneider, Sven
    [J]. ACS CATALYSIS, 2014, 4 (11): : 3994 - 4003
  • [8] Iron-Based Catalysts for the Hydrogenation of Esters to Alcohols
    Chakraborty, Sumit
    Dai, Huiguang
    Bhattacharya, Papri
    Fairweather, Neil T.
    Gibson, Michael S.
    Krause, Jeanette A.
    Guan, Hairong
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (22) : 7869 - 7872
  • [9] A Molecular Iron Catalyst for the Acceptorless Dehydrogenation and Hydrogenation of N-Heterocycles
    Chakraborty, Sumit
    Brennessel, William W.
    Jones, William D.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (24) : 8564 - 8567
  • [10] Highly Effective Asymmetric Hydrogenation of Cyclic N-Alkyl Imines with Chiral Cationic Ru-MsDPEN Catalysts
    Chen, Fei
    Ding, Ziyuan
    Qin, Jie
    Wang, Tianli
    He, Yanmei
    Fan, Qing-Hua
    [J]. ORGANIC LETTERS, 2011, 13 (16) : 4348 - 4351